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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 1-Ethylsulfanyl-2-methylsulfanylethyne 79158-88-6 C5H8S2
1-Ethylsulfanyl-2-methylsulfanylethyne
—— 2-((2-nitro-4-(trifluoromethyl)phenyl)thio)benzo[d]thiazole 131182-91-7 C14H7F3N2O2S2
2-((2-nitro-4-(trifluoromethyl)phenyl)thio)benzo[d]thiazole
—— 3-butylsulfanyl-[1,2,4]thiadiazole 118633-21-9 C6H10N2S2
3-butylsulfanyl-[1,2,4]thiadiazole
—— ethyl 5-phenyl-2-(2'-thiopyridyl)-2-trifluoroacetoxy pentanoate 145144-78-1 C20H20F3NO4S
ethyl 5-phenyl-2-(2'-thiopyridyl)-2-trifluoroacetoxy pentanoate
—— 2-methyl-1-(phenylthio)-1,3-butadiene 16061-69-1 C11H12S
2-methyl-1-(phenylthio)-1,3-butadiene
—— butyl 2,2-dichlorocyclopropylmethyl sulfide 873804-85-4 C8H14Cl2S
butyl 2,2-dichlorocyclopropylmethyl sulfide
—— 4-amino-2-butylthio-5-cyano-6-methylthiopyrimidine 647832-47-1 C10H14N4S2
4-amino-2-butylthio-5-cyano-6-methylthiopyrimidine
—— 2-Ethoxycarbonylmethylthio-4-methyl-6-(2-thienyl)-pyridin-3-carbonitril 127144-10-9 C15H14N2O2S2
2-Ethoxycarbonylmethylthio-4-methyl-6-(2-thienyl)-pyridin-3-carbonitril
—— 3,4-Bis(methylthio)cyclobuten-1,2-dion 54131-97-4 C6H6O2S2
3,4-Bis(methylthio)cyclobuten-1,2-dion
—— 5-(difluoro-(4-fluorophenyl)methyl)-2-(methylthio)thiazolo[4,5-d]pyrimidin-7(6H)-one 1361961-46-7 C13H8F3N3OS2
5-(difluoro-(4-fluorophenyl)methyl)-2-(methylthio)thiazolo[4,5-d]pyrimidin-7(6H)-one
—— 7-chloro-2-(methylthio)thiazolo[4,5-d]pyrimidine 119011-56-2 C6H4ClN3S2
7-chloro-2-(methylthio)thiazolo[4,5-d]pyrimidine
—— 5-(difluoro-(4-fluorophenyl)methyl)-N-(5-methyl-1H-pyrazol-3-yl)-2-(methylthio)thiazolo[4,5-d]pyrimidin-7-amine 1361960-75-9 C17H13F3N6S2
5-(difluoro-(4-fluorophenyl)methyl)-N-(5-methyl-1H-pyrazol-3-yl)-2-(methylthio)thiazolo[4,5-d]pyrimidin-7-amine
—— 2-(phenylthio)-1-decene 98204-60-5 C16H24S
2-(phenylthio)-1-decene
—— 7-chloro-5-(difluoro-(4-fluorophenyl)methyl)-2-(methylthio)thiazolo[4,5-d]pyrimidine 1361961-47-8 C13H7ClF3N3S2
7-chloro-5-(difluoro-(4-fluorophenyl)methyl)-2-(methylthio)thiazolo[4,5-d]pyrimidine
—— 2-(Methylthio)thiazolo<4,5-d>pyrimidin-7-amin 119011-58-4 C6H6N4S2
2-(Methylthio)thiazolo<4,5-d>pyrimidin-7-amin
—— 4-chloro-6-(methylsulfanyl)[1,3]thiazolo[4,5-d][1,2,3]triazine 1069114-88-0 C5H3ClN4S2
4-chloro-6-(methylsulfanyl)[1,3]thiazolo[4,5-d][1,2,3]triazine
—— (E,2R,3R)-3-methyl-5-[(2R,6R)-6-propan-2-yloxy-3,6-dihydro-2H-pyran-2-yl]-3-triethylsilyloxy-1-[2-(2-trimethylsilylethynyl)-1,3-dithian-2-yl]pent-4-en-2-ol 381665-50-5 C29H52O4S2Si2
(E,2R,3R)-3-methyl-5-[(2R,6R)-6-propan-2-yloxy-3,6-dihydro-2H-pyran-2-yl]-3-triethylsilyloxy-1-[2-(2-trimethylsilylethynyl)-1,3-dithian-2-yl]pent-4-en-2-ol
—— (1-methyl-allyl)-thiourea 89487-47-8 C5H10N2S
(1-methyl-allyl)-thiourea
—— methyl (2E)-2-[(5S)-10-(4-methylphenyl)sulfanylspiro[4.5]dec-9-en-3-ylidene]propanoate 180524-15-6 C21H26O2S
methyl (2E)-2-[(5S)-10-(4-methylphenyl)sulfanylspiro[4.5]dec-9-en-3-ylidene]propanoate
—— 3-<methoxy(phenylthio)methyl>cyclohex-2-en-1-one 99706-73-7 C14H16O2S
3-<methoxy(phenylthio)methyl>cyclohex-2-en-1-one
—— 3-(3,3-bis(phenylthio)propyl)pentane-2,4-dione 1266617-52-0 C20H22O2S2
3-(3,3-bis(phenylthio)propyl)pentane-2,4-dione
—— 3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>heptan-1-yl>propanal 180524-19-0 C17H22OS
3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>heptan-1-yl>propanal
—— 3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>propanol 155501-29-4 C17H24OS
3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>propanol
—— N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-ethylformamide 212184-65-1 C18H21NO3S
N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-ethylformamide
—— N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-(2-phenylsulfanylethyl)formamide 212184-64-0 C24H25NO3S2
N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-(2-phenylsulfanylethyl)formamide
—— (RS)-10-<2'-hydroxy-3'-(phenylthio)phenyl>-2-decanol 112999-55-0 C22H30O2S
(RS)-10-<2'-hydroxy-3'-(phenylthio)phenyl>-2-decanol
—— 4-(o-aminophenylthio)-4-phenylbutyric acid 51085-65-5 C16H17NO2S
4-(o-aminophenylthio)-4-phenylbutyric acid
—— 3,3-dimethyl-6-carboxymethylthio-8-morpholino-5-cyano-3,4-dihydro-1H-thiopyrano[3,4-c]pyridine 204775-48-4 C17H21N3O3S2
3,3-dimethyl-6-carboxymethylthio-8-morpholino-5-cyano-3,4-dihydro-1H-thiopyrano[3,4-c]pyridine
—— ethyl-2-({9-[2-(ethoxy-2-oxoethyl)sulfanyl]-5,6,18,19-tetrahydro-4H-dibenzo[e,r]di[1,2,4]triazolao[4,3-i:3,4-n][1,4,8,9,15,16]dioxatetraazacyclononadecin-1-yl}sulfanyl)acetate 1402070-23-8 C31H34N8O6S2
ethyl-2-({9-[2-(ethoxy-2-oxoethyl)sulfanyl]-5,6,18,19-tetrahydro-4H-dibenzo[e,r]di[1,2,4]triazolao[4,3-i:3,4-n][1,4,8,9,15,16]dioxatetraazacyclononadecin-1-yl}sulfanyl)acetate
—— 1-chloro-3-[(3-fluorophenyl) thio]-propane 124929-81-3 C9H10ClFS
1-chloro-3-[(3-fluorophenyl) thio]-propane
—— ethyl (2-oxo-1-phenylthiocyclohexyl)acetate 651315-16-1 C16H20O3S
ethyl (2-oxo-1-phenylthiocyclohexyl)acetate
—— 5-[(4-Chlorophenyl)thio]-2(1H)-pyrimidinone 41963-99-9 C10H7ClN2OS
5-[(4-Chlorophenyl)thio]-2(1H)-pyrimidinone
—— 8,9-diamino-3,4-dihydro-2H,6H-pyrimido<6,1-b><1,3>thiazin-6-one 146404-31-1 C7H10N4OS
8,9-diamino-3,4-dihydro-2H,6H-pyrimido<6,1-b><1,3>thiazin-6-one
—— 5-(2-dimethylaminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one 1185190-65-1 C22H30IN3O2S
5-(2-dimethylaminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one
—— 3-methoxy-1-(2-methoxyethyl)-2-methylsulfanylpyrrole 1235453-95-8 C9H15NO2S
3-methoxy-1-(2-methoxyethyl)-2-methylsulfanylpyrrole
—— HTS 12487 41249-76-7 C19H17N3O2S
HTS 12487
—— (S)-4-hexylsulfanyl-hex-2-yn-1-ol 1137737-74-6 C12H22OS
(S)-4-hexylsulfanyl-hex-2-yn-1-ol
—— 3-[(1,3,4-oxadiazolo-2(3H)-thion-5-yl)methylsulfanyl]-5,6-diphenyl-1,2,4-triazine 1283693-26-4 C18H13N5OS2
3-[(1,3,4-oxadiazolo-2(3H)-thion-5-yl)methylsulfanyl]-5,6-diphenyl-1,2,4-triazine
—— 2-(5,6-diphenyl-1,2,4-triazin-3-ylsulphanyl)acetohydrazide 95633-36-6 C17H15N5OS
2-(5,6-diphenyl-1,2,4-triazin-3-ylsulphanyl)acetohydrazide
—— 2-Amino-4-ethyl-6-(methylsulfanyl)pyridine-3,5-dicarbonitrile 184530-75-4 C10H10N4S
2-Amino-4-ethyl-6-(methylsulfanyl)pyridine-3,5-dicarbonitrile
—— (5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid 63331-45-3 C6H5FN2O3S
(5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid
—— (5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid ethyl ester 63331-46-4 C8H9FN2O3S
(5-fluoro-2-oxo-1,2-dihydro-pyrimidin-4-ylsulfanyl)-acetic acid ethyl ester
—— 2-Amino-4-ethyl-6-(ethylsulfanyl)pyridine-3,5-dicarbonitrile 184530-76-5 C11H12N4S
2-Amino-4-ethyl-6-(ethylsulfanyl)pyridine-3,5-dicarbonitrile
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-81-5 C26H28BrF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— (E)-2-amino-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide 1443242-54-3 C24H20N4OS
(E)-2-amino-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide
—— 2-amino-4-(2-(p-methylphenylthio)quinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile 1376342-38-9 C26H19N3O3S
2-amino-4-(2-(p-methylphenylthio)quinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile
—— 4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-pyrimidin-5-ylamine 833451-75-5 C12H12ClN3O2S
4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-pyrimidin-5-ylamine
—— 2-ethyl-5,6-dihydro-5,6-dimethyl-1,4-dithiin 55789-67-8 C8H14S2
2-ethyl-5,6-dihydro-5,6-dimethyl-1,4-dithiin
—— 2,4,6-tribromo-3-(heptafluoro-n-propylthio)aniline 917923-97-8 C9H3Br3F7NS
2,4,6-tribromo-3-(heptafluoro-n-propylthio)aniline
—— 2,4-dimethyl-3-methylthio-2-pentene 24653-44-9 C8H16S
2,4-dimethyl-3-methylthio-2-pentene